Synthesis and Physicochemical Properties of 3-Fluorocyclobutylamines
Anton V. Chernykh, Dmytro S. Radchenko, Alla V. Chernykh, Ivan S. Kondratov, Nataliya A. Tolmachova, Olexandr P. Datsenko, Maxim A. Kurkunov, Sergey X. Zozulya, Yuri P. Kheylik, Katharina Bartels, Constantin G. Daniliuc and Günter Haufe
Article first published online: 25 AUG 2015 | DOI: 10.1002/ejoc.201500746
Hitherto unknown cis- and trans-3-alkyl and 3-aryl-3-fluorocycobutylamines have been synthesised. Comparison of their pKa values with those of the fluorine-free parent compounds showed acidification by about 0.8 units, independent of the stereochemistry, indicating that no through-space interactions occur between fluorine and the amino function.